ATE76074T1 - 7-AMINO-1-(SUBST.CYCLOPROPYL)-1,4-DIHYDRO-4-OXO 3-QUINOLINECARBONIC ACIDS, PROCESS FOR THEIR PREPARATION AND ANTIBACTERIAL AGENTS CONTAINING THEM. - Google Patents
7-AMINO-1-(SUBST.CYCLOPROPYL)-1,4-DIHYDRO-4-OXO 3-QUINOLINECARBONIC ACIDS, PROCESS FOR THEIR PREPARATION AND ANTIBACTERIAL AGENTS CONTAINING THEM.Info
- Publication number
- ATE76074T1 ATE76074T1 AT86102769T AT86102769T ATE76074T1 AT E76074 T1 ATE76074 T1 AT E76074T1 AT 86102769 T AT86102769 T AT 86102769T AT 86102769 T AT86102769 T AT 86102769T AT E76074 T1 ATE76074 T1 AT E76074T1
- Authority
- AT
- Austria
- Prior art keywords
- dihydro
- oxo
- amino
- cyclopropyl
- acids
- Prior art date
Links
- 239000002253 acid Substances 0.000 title 1
- 150000007513 acids Chemical class 0.000 title 1
- 239000003242 anti bacterial agent Substances 0.000 title 1
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 1
- -1 7-amino-1-(substituted cyclopropyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids Chemical class 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052731 fluorine Inorganic materials 0.000 abstract 1
- 239000011737 fluorine Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
- C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Fodder In General (AREA)
- Quinoline Compounds (AREA)
Abstract
Novel antibacterially active 7-amino-1-(substituted cyclopropyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids of the formula <IMAGE> in which X1 and X2 can be identical or different and represent hydrogen or halogen, R1, R2 and R3 represent hydrogen, methyl, chlorine or fluorine, the radicals R1-R3 never all being identical, and R4 and R5, together with the nitrogen atom to which they are bonded, form a 5-membered or 6-membered heterocyclic ring which may be substituted.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19853509546 DE3509546A1 (en) | 1985-03-16 | 1985-03-16 | 7-AMINO-1- (SUBST.CYCLOPROPYL) -1,4-DIHYDRO-4-OXO-3-CHINOLINE CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THE ANTIBACTERIAL AGENTS CONTAINING THEM |
EP86102769A EP0198192B1 (en) | 1985-03-16 | 1986-03-03 | 7-amino-1-(subst.cyclopropyl)-1,4 -dihydro-4-oxo-quinoline carboxylic acids, method for their preparation, and antibacterial agents containing them |
Publications (1)
Publication Number | Publication Date |
---|---|
ATE76074T1 true ATE76074T1 (en) | 1992-05-15 |
Family
ID=6265442
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
AT86102769T ATE76074T1 (en) | 1985-03-16 | 1986-03-03 | 7-AMINO-1-(SUBST.CYCLOPROPYL)-1,4-DIHYDRO-4-OXO 3-QUINOLINECARBONIC ACIDS, PROCESS FOR THEIR PREPARATION AND ANTIBACTERIAL AGENTS CONTAINING THEM. |
Country Status (5)
Country | Link |
---|---|
US (1) | US4705788A (en) |
EP (2) | EP0198192B1 (en) |
JP (2) | JPS61218575A (en) |
AT (1) | ATE76074T1 (en) |
DE (2) | DE3509546A1 (en) |
Families Citing this family (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0191185B1 (en) * | 1984-12-14 | 1990-03-07 | Daiichi Seiyaku Co., Ltd. | Quinoline-carboxylic acid derivatives |
DE3685157D1 (en) * | 1985-06-26 | 1992-06-11 | Daiichi Seiyaku Co | PYRIDON CARBON ACID DERIVATIVES. |
DE3608745A1 (en) * | 1985-07-24 | 1987-01-29 | Bayer Ag | BACTERICIDAL PREPARATIONS FOR APPLICATION IN THE VETERINE MEDICINE AREA |
DE3705621C2 (en) * | 1986-02-25 | 1997-01-09 | Otsuka Pharma Co Ltd | Heterocyclic substituted quinolonecarboxylic acid derivatives |
DE3611196A1 (en) * | 1986-04-04 | 1987-10-15 | Bayer Ag | CYOLOPROPYLAMINE CONTAINING TRIFLUORMETHYL GROUPS |
US4965273A (en) * | 1986-10-08 | 1990-10-23 | Bristol-Myers Company | Certain 1-tertiary-butyl-naphthyridone carboxylic acid derivatives anti-bacterial agents |
NZ222047A (en) * | 1986-10-08 | 1991-01-29 | Bristol Myers Co | Quinoline - or naphthyridine - carboxylic acid anti-bacterial agents |
ZA877471B (en) * | 1986-10-08 | 1988-04-05 | Bristol-Myers Company | 1-tertiary-alkyl-substituted naphthyridine-and quinoline-carboxylic acid antibacterial agents |
DE3702393A1 (en) * | 1987-01-28 | 1988-08-11 | Bayer Ag | 8-CYANO-1-CYCLOPROPYL-1,4-DIHYDRO-4-OXO- 3-CHINOLINE CARBONIC ACIDS, METHOD FOR THEIR PRODUCTION AND ANTIBACTERIAL AGENTS CONTAINING THEM |
US4889857A (en) * | 1987-10-12 | 1989-12-26 | Yoshitomi Pharmaceutical Industries, Ltd. | Quinolonecarboxylic acid compounds and pharmaceutical use thereof |
SI8712447A8 (en) * | 1987-12-31 | 1995-12-31 | Krka Tovarna Zdravil | Process for preparing 1-substituted 6-fluoro-4-oxo-7-(1-piperazinyl) -1,4-dihydroquinoline-3-carboxylic acid and new intermediate used in this process |
MY105136A (en) * | 1988-04-27 | 1994-08-30 | Daiichi Seiyaku Co | Optically active pyridonecarboxylic acid derivatives. |
JPH0674261B2 (en) * | 1988-06-21 | 1994-09-21 | 塩野義製薬株式会社 | Quinolonecarboxylic acid derivative |
DE3824432A1 (en) * | 1988-07-19 | 1990-03-22 | Bayer Ag | 2,2-DIFLUORCYCLOPROPYL DERIVATIVES |
US5208388A (en) * | 1988-07-19 | 1993-05-04 | Bayer Aktiengesellschaft | 2,2-difluorocyclopropyl derivatives |
DE3824433A1 (en) * | 1988-07-19 | 1990-01-25 | Bayer Ag, 5090 Leverkusen | FLUORCYCLOPROPYL DERIVATIVES |
US5264632A (en) * | 1988-07-19 | 1993-11-23 | Bayer Aktiengesellschaft | 2,2-difluorocyclopropyl derivatives |
JP2777661B2 (en) * | 1988-10-20 | 1998-07-23 | 大塚製薬株式会社 | Benzoheterocyclic compounds |
US5262417A (en) * | 1988-12-06 | 1993-11-16 | The Upjohn Company | Antibacterial quinolone compounds |
DE69231422T2 (en) * | 1991-05-28 | 2001-03-29 | Daiichi Pharmaceutical Co., Ltd. | PYRIDONE CARBONIC ACID DERIVATIVES |
US5330992A (en) * | 1992-10-23 | 1994-07-19 | Sterling Winthrop Inc. | 1-cyclopropyl-4-pyridyl-quinolinones |
NO301165B1 (en) * | 1992-12-25 | 1997-09-22 | Daiichi Seiyaku Co | Bicyclic amine derivatives and antibacterial agents containing them |
US5356903A (en) * | 1993-04-22 | 1994-10-18 | Sterling Winthrop Inc. | 1-cyclopropyl-4-pyridyl-quinolines |
HUT67395A (en) * | 1993-07-13 | 1995-04-28 | Somfai | Method for the n-cyclopropylation of primary and secondary aromatic amines |
US5668147A (en) * | 1993-10-28 | 1997-09-16 | Kaken Pharmaceutical Co., Ltd. | Quinolinecarboxylic acid derivatives and salts thereof |
AU683569B2 (en) * | 1994-07-18 | 1997-11-13 | Sankyo Company Limited | Trifluoromethylquinolinecarboxylic acid derivative |
IN186245B (en) | 1997-09-19 | 2001-07-14 | Ranbaxy Lab Ltd | |
US6552217B2 (en) | 2000-08-01 | 2003-04-22 | Eastman Chemical Company | Process for the preparation of alkyl 1-methylcyclopropanecarboxylate |
Family Cites Families (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1349124A (en) * | 1961-08-23 | 1964-01-17 | Smith Kline French Lab | Process for the preparation of cyclopropyl amines |
GB1331706A (en) * | 1971-04-23 | 1973-09-26 | Shell Int Research | Cyclopropane derivatives and biologicall active compositions thereof |
JPS581742B2 (en) * | 1973-05-30 | 1983-01-12 | 株式会社日立製作所 | Bunko Koudokei |
GB1599907A (en) * | 1977-04-26 | 1981-10-07 | Glaxo Lab Ltd | Isoindolines |
JPS5845426B2 (en) * | 1978-09-29 | 1983-10-08 | 杏林製薬株式会社 | Substituted quinoline carboxylic acid derivatives |
DE3033157A1 (en) * | 1980-09-03 | 1982-04-01 | Bayer Ag, 5090 Leverkusen | 7-AMINO-1-CYCLOPROPYL-4-OXO-1,4-DIHYDRO-NAPHTHYRIDINE-3-CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THE ANTIBACTERIAL AGENTS CONTAINING THEM |
DE3142854A1 (en) * | 1981-10-29 | 1983-05-11 | Bayer Ag, 5090 Leverkusen | 1-CYCLOPROPYL-6-FLUOR-1,4-DIHYDRO-4-OXO-7-PIPERAZINO-CHINOLINE-3-CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THEIR CONTAINING ANTIBACTERIAL AGENTS |
AU537813B2 (en) * | 1981-02-10 | 1984-07-12 | Kyorin Seiyaku K.K. | Quinoline carboxylic acid derivatives |
US4665079A (en) * | 1984-02-17 | 1987-05-12 | Warner-Lambert Company | Antibacterial agents |
IE55898B1 (en) * | 1982-09-09 | 1991-02-14 | Warner Lambert Co | Antibacterial agents |
DE3248506A1 (en) * | 1982-12-29 | 1984-07-05 | Bayer Ag, 5090 Leverkusen | 1-CYCLOPROPYL-6-FLUOR-1,4-DIHYDRO-4-OXO-7 (ALKYL-1-PIPERAZINYL) -3-CHINOLINE CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THEIR CONTAINING ANTIBACTERIAL AGENTS |
DE3248507A1 (en) * | 1982-12-29 | 1984-07-05 | Bayer Ag, 5090 Leverkusen | MICROBICIDE AGENTS BASED ON CHINOLONIC CARBONIC ACID |
DE3306771A1 (en) * | 1983-02-25 | 1984-08-30 | Bayer Ag, 5090 Leverkusen | CHINOLONIC CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THE ANTIBACTERIAL AGENTS CONTAINING THEM |
DE3318145A1 (en) * | 1983-05-18 | 1984-11-22 | Bayer Ag, 5090 Leverkusen | 7-AMINO-1-CYCLOPROPYL-6,8-DIFLUOR-1,4-DIHYDRO-4-OXO-3-CHINOLINE CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THEIR CONTAINING ANTIBACTERIAL AGENTS |
DE3420770A1 (en) * | 1984-06-04 | 1985-12-05 | Bayer Ag, 5090 Leverkusen | 1-CYCLOPROPYL-6-FLUOR-1,4-DIHYDRO-4-OXO-7- (3-OXO-1-PIPERAZINYL) -3-CHINOLONIC CARBONIC ACIDS, METHOD FOR THE PRODUCTION THEREOF AND THEIR CONTAINING ANTIBACTERIAL AGENTS |
EP0191185B1 (en) * | 1984-12-14 | 1990-03-07 | Daiichi Seiyaku Co., Ltd. | Quinoline-carboxylic acid derivatives |
JPS61176557A (en) * | 1985-01-31 | 1986-08-08 | Sumitomo Chem Co Ltd | Optically active 2,2-dimethylcyclopropylamine and production thereof |
DE3705621C2 (en) * | 1986-02-25 | 1997-01-09 | Otsuka Pharma Co Ltd | Heterocyclic substituted quinolonecarboxylic acid derivatives |
-
1985
- 1985-03-16 DE DE19853509546 patent/DE3509546A1/en not_active Withdrawn
-
1986
- 1986-02-27 US US06/834,170 patent/US4705788A/en not_active Expired - Lifetime
- 1986-03-03 DE DE8686102769T patent/DE3685248D1/en not_active Expired - Lifetime
- 1986-03-03 EP EP86102769A patent/EP0198192B1/en not_active Expired - Lifetime
- 1986-03-03 EP EP88107985A patent/EP0300155A3/en not_active Withdrawn
- 1986-03-03 AT AT86102769T patent/ATE76074T1/en active
- 1986-03-15 JP JP61056105A patent/JPS61218575A/en active Granted
-
1992
- 1992-06-30 JP JP4194644A patent/JP2504895B2/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
EP0198192B1 (en) | 1992-05-13 |
JPH05213836A (en) | 1993-08-24 |
EP0300155A2 (en) | 1989-01-25 |
JPH0560827B2 (en) | 1993-09-03 |
DE3685248D1 (en) | 1992-06-17 |
EP0300155A3 (en) | 1990-01-17 |
JPS61218575A (en) | 1986-09-29 |
US4705788A (en) | 1987-11-10 |
DE3509546A1 (en) | 1986-09-25 |
EP0198192A1 (en) | 1986-10-22 |
JP2504895B2 (en) | 1996-06-05 |
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